A novel structural type of conformationally fixed, mixed phosphonium-iodonium ylides based on phenoxaphosphinine

A synthetic approach to a novel type of phosphonium and mixed phosphonium-iodonium ylides containing a conformationally fixed phosphonium fragment is developed. New representatives of these families of chemical compounds based on cyclic phenoxaphosphinine were synthesized. One compound was structura...

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Veröffentlicht in:Russian chemical bulletin 2020-12, Vol.69 (12), p.2333-2339
Hauptverfasser: Nenashev, A. S., Vinogradov, D. S., Mironov, A. V., Podrugina, T. A.
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Sprache:eng
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Zusammenfassung:A synthetic approach to a novel type of phosphonium and mixed phosphonium-iodonium ylides containing a conformationally fixed phosphonium fragment is developed. New representatives of these families of chemical compounds based on cyclic phenoxaphosphinine were synthesized. One compound was structurally characterized by single-crystal X-ray diffraction. Based on the 1 H NMR data, one can state that phosphonium ylide exists in solution in the form of two geometric isomers even at room temperature. This is indicative of pronounced double-bond character of the bond between the ylide carbon atom and the stabilizing carbomethoxy group.
ISSN:1066-5285
1573-9171
DOI:10.1007/s11172-020-3034-x